甲壳低聚糖类席夫碱的制备及其抗氧化活性的研究

【作者】 孙彬；

【导师】 胡博路；

【作者基本信息】 青岛大学 ， 应用化学， 2003， 硕士

【摘要】 甲壳低聚糖及其衍生物具有抗氧化、抗菌、防癌等方面的生物活性，近年来一直是人们研究的热点。 本文采用正交实验法详细研究了中性条件下过氧化氢可控降解壳聚糖的反应规律，并由此成功地制备了不同分子量范围的水镕性甲壳低聚糖。采用端基法测定了甲壳低聚糖的数均分子量。并利用红外、紫外等仪器分析手段对甲壳低聚糖的结构进行了表征。 首次用甲壳低聚糖分别与香草醛、邻香草醛、糠醛反应合成了三种新的甲壳低聚糖席夫碱衍生物。并用红外、紫外仪器等分析手段对它们的结构进行了表征。在此基础上，将各个衍生物与硫酸铜、硫酸锌反应制备了2个系列的过渡金属配合物。运用红外、紫外、原子吸收等仪器手段对它们可能的配位基团、配位方式进行了分析。 以硝基蓝四唑（NBT）、核黄素、蛋氨酸为超氧自由基O₂^-产出、检测体系，对自制的各个产物及其铜、锌配合物进行了清除超氧自由基O₂^-的活性研究。 实验结果显示，所有制备的产物包括甲壳低聚糖类席夫碱铜、锌配合物在中性水溶液中具有一定的溶解能力，但不溶于常见的有机溶剂中。 对超氧自由基O₂^-的清除实验表明，这一系列的配体、配合物均具有一定的超氧自由基O₂^-清除能力，并且清除能力随着质量浓度的增加而增加。各种铜配合物可能由于铜元素的变价原因而使其比其他配合物和配体有更好的抗氧化活性。更多还原

【Abstract】 Chitooligosaccharide and its derivatives were always the focus of study due to their multi-active properties such as antioxidant activity, antibacterial activity, anticancer activity, etc.The present paper studied the controllable depolymerization of chitosan by hydrogen peroxide under neutral condition using orthogonal test in detail, and thus prepared Chitooligosaccharide successfully. The number average molecular weight of Chitooligosaccharide is tested by terminal group method; the structure of Chitooligosaccharide is also affirmed by IR, UR/Vis spectroscopy.For the first time, three kinds of novel Schiff base derivatives of Chitooligosaccharide have been synthesized by Chitooligosaccharide reacted with vanillin, O-vanillin, furfural respectively. The structures of them are characterized by IR, UV/Vis spectroscopy. Furthermore, two typical transition metal complexes have been prepared by Chitooligosaccharide and its Schiff base derivatives reacted with zinc sulfate, cupric sulfate respectively. The configurations of them are also analyzed by IR, UV/Vis and AAS.The superoxide anion radical scavenging activity of Chitooligosaccharide and its derivatives and their complexes with Cu(II), Zn(II) was investigated. The NBT-illumination method was applied, where methionine and riboflavin were used as producing reagent and NBT as detecting reagent for superoxide anion radical.The experimental results indicated that all the new products including Chitooligosaccharide Schiff base metal complexes are all ableto dissolve in neutral water solution (insoluble in ordinary organic solvents).The results of antioxidant activity experiment showed that theability of scavenging radical of these series of complexes increases with increasing their mass concentration. The Cu-complexes showed a better ability of scavenging radical than that of others due to changeable valence of cupric ion.更多还原